Naming streets after plants that do not grow in the region:
"Pineapple Way", "Coconut Lane", "Mesquite Parkway", "Cactus Circle". Might be more tolerable if the houses were Spanish Colonial instead of Cape Cod.

Changing street names every few blocks (this isn't London!)

However, I think the following are very creative:

There is a street in a town named Dixon or Mason Dixon (I forgot). On the north side of this street all of the streets in the subdivision are named after Union victories during the Civil War (Vicksburg, Antietam, Gettysburg, etc.). On the south side of Dixon all of the streets in the subdivision are named after Confederate victories (Bull Run, Fredericksburg, etc.). I wonder how many other people picked up on it.

After all, you know what they say about burbs: “Where they cut down all the trees and then name the streets after them”; much of the US toponomasy could be characterized as: “Where they kilt all the injuns and then named the towns/states/locales after them”

[disclaimer: I’m not accusing Usians of genocide or making fun of the wipe-out of the aboriginal population – just the historical fact that most place-names of native-American origin are in places with very short of native Americans]

Street Names that make you say, "What?"

There's a significant north/south street here in Clearwater named Belcher Road. Chances are you cross it to get to our house and there's always a double check by folks when I give'em directions that include that road. Followed by dead silence as they're trying to figure out if I'm kidding.

At times like this, you have to ask yourself, "WWJDD?"
(What Would Jimmy Durante Do?)

My favorites dumb names are up in northern Los Angeles County (around Palmdale)... , L-1...K-1, K-2, K-3 etc up to K-16
2. Then the streets going the other way are 10 east, 11 east, etc.

Funniest part they are layed out 10 to the mile one way, and 16 to the mile the other way. Makes you wonder if some engineer/planner way back picked up the wrong scale when they were laying out the lines

We gonna rock down to...

Originally posted by Tobinn

There's a significant north/south street here in Clearwater named Belcher Road. Chances are you cross it to get to our house and there's always a double check by folks when I give'em directions that include that road. Followed by dead silence as they're trying to figure out if I'm kidding.

As any good UMass grad can tell you, there is a whole BelcherTOWN next to Amherst. Good for laughs on the way to a frat party.

My favorite local street name is Electric Avenue. Makes me think of the 80's. Of course, it was probably named in the 1880's when they first got electric lights in the area, but I can't get the song out of my mind...

There is a street in a suburban community near where I live called "Secluded Ravine" As if the soccer-mom demographic that they target is so dumb that they actually have to have it spelled out for them. The irony of course is that it is true – that they actually are that stupid that they will by some overpriced pretentious piece of garbage just because it has the name Secluded Ravine.

I was working on a map in rural Texas (I think it was, may have been IA/IL). Military bases have the craziest names I swear! One road that ran through the main town to the base was named "Tank Destroyer Boulevard".

Columbia, Maryland, about halfway between Baltimore and Washington, is a planned community that was developed large-scale in the 60s and 70s. In addition to their weird street signs, the whole community got stuck with some rather strange street names (many of them imagery taken from famous poems). Here's a selection:

All we seem to get around here where I work are the hick-ish "developer's daughters" names; "Kelli Court", "Kaylee Lane", and so on.

When I worked in New Mexico, developers would always try to get preliminary plats past us with Spanish profanities as street names - Calle de Los Pendejos, Avenida de Cabron, Calle de Chingadora, and so on.

Several years ago, a new street with the name MORNINGWOOD CT was platted here in Appleton. After a couple of years of frustration of having to replace the sign every few months (it kept getting stolen), the city council renamed the street to MORNINGVIEW CT.

sleepy hollow

Well Longwood is in the Orlando area...so I dont know about your theory, but the subdivision looks a little creepy when you drive by, heavily treed, a little dark, big stone wall around the edge. I'm pretty sure its a product of the late 70's...

"Never invest in any idea you can't illustrate with a crayon." ~Peter Lynch